Journal
CHEMICAL & PHARMACEUTICAL BULLETIN
Volume 58, Issue 5, Pages 747-751Publisher
PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.58.747
Keywords
Bryonia cretica; bryoniaoside; cucurbitacin; U937 cell; structural requirement; anti-proliferative effect
Funding
- MEXT (the Ministry of Education, Culture, Sports, Science and Technology of Japan)
- High-tech Research Center Project
- Hoh-ansha Foundation, Japan
- Grants-in-Aid for Scientific Research [21590031] Funding Source: KAKEN
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The 90% aqueous ethanol extract of an Egyptian natural medicine, the roots of Bryonia cream L., was found to exhibit a strong inhibitory effect on the proliferation of human leukemia U937 cells. By bioassay-guided fractionation, we isolated two new cucurbitane-type triterpene glycosides, bryoniaosides A and B, were isolated from the roots of Bryonia cretica L. together with 16 known cucurbitane-type triterpenes and glycosides. The chemical structures of bryoniaosides A and B were determined on the basis of chemical and spectroscopic evidence. Effects of principal cucurbitane-type triterpenes (cucurbitacins B, D, E, and J, 23,24-dihydrocucurbitacins B and E, and hexanorcucurbitacin D) on proliferation of the cells were examined. Cucurbitacins B and E showed the greater cytotoxic effects with IC50 values of 9.2 and 16 nM after 72 h, and their IC50 values were equivalent to that of camptothecin. An alpha,beta-conjugated ketone moiety at the 22-24-positions and an acetoxy group at the 25-position are essential for the strong activity.
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